Here’s What’s Happening at Windsor’s Valentine’s Day-Themed Popup Bar, The Love Shack

If you’re looking for a place to get your romance on (or just hang with your besties), Windsor’s newest Valentine’s-themed popup bar, The Love Shack, is here to steal your heart.

Taking place at the WindsorEats Food Hall at 400 Erie Street East in Windsor, Ontario, The Love Shack is decked out in all things pink, red, and glittery, offering themed cocktails, playful decor, dessert charcuterie boards and a lineup of activities guaranteed to make your heart flutter.

Whether you’re celebrating love, friendship, or just a good excuse to get out, here’s the rundown of what’s happening at The Love Shack:


Friday, January 24: Paint by Numbers

  • Entertainment: Ryan Yoker
  • Unleash your inner artist with a romantic twist! Paint-by-numbers kits are available so you can create a masterpiece while sipping on heart-themed cocktails. Ryan Yoker’s soothing live music will set the perfect mood.

Saturday, January 25: Jazz Lovers

  • Entertainment: Russ Macklem Detroit Quintet
  • Our Jazzy January is melding together with The Love Shack for a night all jazz enthusiasts will love! This evening features smooth tunes by the Juno-nominated Russ Macklem Detroit Quintet, paired with an intimate vibe perfect for date night.

Friday, January 31: Board Game Night

  • Entertainment: Diana Sanchez
  • Who says games aren’t romantic? Team up with your sweetheart or make it a group affair for a night of classic and quirky board games. Diana Sanchez will serenade you with her Spanish love songs.

Saturday, February 1: Arts & Crafts Night

  • Entertainment: Coffee House Combo
  • Couples who craft together stay together. Let your creative side shine with DIY Valentine’s crafts while Coffee House Combo provides a chill, jazzy soundtrack. Think custom cards and heartfelt keepsakes!

Friday, February 7: Scavenger Hunt

  • Entertainment: Transeo
  • It’s time to put your love—or competitive spirit—to the test. Join the scavenger hunt inside The Love Shack for a chance to win tasty prizes. Transeo’s electrifying guitar riffs will keep you energized all night.

Saturday, February 8: Love Hurts

  • Entertainment: Crissi Cochrane
  • You know what else hurts? Getting a tattoo. Artist Heather Thibert is back providing love, broken heart and BFF themed tattoos. For those embracing the bittersweet side of love, this evening features Crissi Cochrane’s soulful ballads. Indulge in moody vibes and themed drinks that celebrate heartbreak and resilience.

Thursday, February 13: Galentine’s Day Pajama Party

  • Entertainment: Andrew MacLeod
  • Grab your besties for a night dedicated to friendship and fun in your jammies. Expect themed drinks, empowering vibes, and plenty of photo ops while Andrew MacLeod livens the place up!

Friday, February 14: Valentine’s Day

  • Entertainment: Max Marshall
  • The main event! Celebrate love in all its forms with Max Marshall’s folksy tunes and a menu of decadent Valentine’s Day cocktails and treats. Whether you’re on a date or flying solo, this night promises to be unforgettable.

With a variety of themes and entertainment options, there’s something for everyone at The Love Shack. So, round up your crew or bring your special someone and get ready to fall in love with Windsor’s most charming popup bar!

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